Oswego holiday rentals

We found 64 holiday rentals — enter your dates for availability
Discover a selection of 26 homes, 20 apartments and other holiday rentals in Oswego that are perfect for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll have the amenities that you expect and more, which might include air conditioning and a pool. No matter what you're looking for, you'll find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Explore the lakeside setting in Oswego

The area's history and architecture are just some of the reasons to come on holiday to Oswego. Renowned for its lake, university setting and riverfront, this city welcomes all visitors. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Oswego

Are you searching for top things to see and do while you're in the area? Venture out of your cosy holiday rental and check out everything that Oswego has to offer. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Oswego Speedway (1.5 mi / 2.3 km)
  • Battle Island State Park Golf Course (7.2 mi / 11.6 km)
  • Radisson Greens Golf Club (20.7 mi / 33.4 km)
  • Elms Golf Course (22.4 mi / 36.1 km)
  • Springbrook Greens State Golf Course (12.3 mi / 19.9 km)
  • Thunder Island (13.9 mi / 22.3 km)

Exploring the natural landscape of Oswego

Travellers enjoy Oswego for its lakeside setting and riverfront. Whether you're an active traveller or just want to take in the scenery, Oswego is a great place to get outside. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Scriba Town Park (4.4 mi / 7.1 km)
  • Little Sodus Bay (13.2 mi / 21.2 km)
  • Selkirk Shores State Park (17.1 mi / 27.5 km)
  • Port Bay (19.5 mi / 31.4 km)
  • Sandy Island Beach State Park (20 mi / 32.1 km)
  • Salmon River (20.7 mi / 33.3 km)

Transport options to and around Oswego

The nearest airport is in Syracuse, NY (SYR-Hancock Intl.), located 31 mi (49.8 km) from the city centre.

Frequently asked questions

What is the best area to stay in Oswego when booking a holiday rental?
When considering a holiday rental in Oswego, New York, the vibrant downtown area proves to be an excellent choice. This neighbourhood is not only convenient for accessing local amenities but also offers a charming atmosphere with a variety of shops, cafes, and restaurants. A standout attraction in this area is the beautiful Oswego River, which provides picturesque views and opportunities for leisure activities such as fishing and kayaking. Additionally, the nearby H. Lee White Maritime Museum offers fascinating insights into the region's rich maritime history, making it a delightful visit for history enthusiasts and families alike.Another appealing option is the waterfront area, where you can find a selection of properties with stunning views of Lake Ontario. This part of Oswego is great for those who appreciate outdoor activities, as it is close to the scenic beaches and parks that abound in the region. Visitors can enjoy a leisurely stroll along the waterfront or engage in water sports during the warmer months.
Where are the best areas for renting a beach house in Oswego?
For renting a beach house in Oswego, New York, the area along Lake Ontario offers some fantastic options. The vicinity of the Oswego Harbor is particularly appealing, with properties that provide stunning lake views and easy access to the waterfront. Many beach houses in this area come with amenities such as spacious decks for outdoor dining, private docks for boat access, and fully equipped kitchens, making them great for families or groups looking to enjoy a lakeside getaway.Additionally, the area around the nearby Sandy Island Beach State Park is worth considering. Here, you can find charming cottages that often include amenities like fire pits, barbecue grills, and outdoor showers, ideal for rinsing off after a day at the beach. The park itself offers sandy shores, swimming areas, and picnic facilities, enhancing the overall beach experience.For those who appreciate local culture, staying near the historic downtown Oswego provides easy access to shops, restaurants, and attractions such as the H. Lee White Maritime Museum. Many properties in this area feature modern comforts, including Wi-Fi and air conditioning, ensuring a pleasant stay while exploring the rich maritime history of the region.
Where are the best Oswego ski resort rentals?
For ski resort rentals around Oswego, travellers should consider the nearby area of Greek Peak Mountain Resort, located approximately an hour's drive away. The town of Cortland serves as a convenient base for accessing this ski destination. Here, visitors can find a range of rental options, including cozy chalets and comfortable apartments that cater to both small families and larger groups. Many of these properties come equipped with essential amenities such as full kitchens for self-catering, warm living areas with fireplaces, and sometimes outdoor spaces for enjoying the winter scenery.In the Cortland area, travellers can also explore charming local eateries and shops, adding to the appeal of the stay. Additionally, some rentals might offer easy access to nearby hiking trails, which can be an enjoyable way to experience the winter landscape when not hitting the slopes.
What is the most popular type of holiday rental accomodation in Oswego?
In Oswego, holiday houses are the most popular type of holiday rental, with around 100 available throughout the area. These properties typically feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces for relaxation, making them ideal for families or larger groups. Additionally, there are about 56 apartments, which provide a more compact and convenient option for travellers looking for easy access to local attractions. Many of these apartments come with modern amenities such as Wi-Fi and laundry facilities. Cottages, numbering around 24, offer a charming, rustic alternative, often set in picturesque locations, great for those seeking a peaceful getaway. There are also several mobile homes and cabins, adding to the variety of accommodation types available in Oswego.
Are there any family house rentals in Oswego?
In Oswego, New York, there are numerous family-friendly house rentals available—approximately 25 options throughout the area. Visitors can find accommodations in charming neighbourhoods close to the picturesque Oswego River and the vibrant downtown district. Many of these properties feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces superb for children to play.The amenities often include Wi-Fi and air conditioning, ensuring a comfortable stay for families. Nearby attractions, such as the beautiful beaches along Lake Ontario and the historic Fort Ontario, offer opportunities for outdoor activities and cultural exploration.
Can I rent a holiday home with a pool or hot tub in Oswego?
In Oswego, New York, there are several holiday homes available for rent that come with pools and hot tubs, making it a great destination for those seeking relaxation and leisure. The city is situated near the shores of Lake Ontario, where travellers can enjoy scenic views and a variety of outdoor activities. Many of the available rentals feature private pools or hot tubs, outdoor patios for sunbathing, and fully equipped kitchens ideal for self-catering.The area around Oswego offers a mix of amenities and attractions, including nearby parks and waterfront access, superb for families or groups looking to unwind.
Are there pet-friendly house rentals in Oswego?
In Oswego, there are several pet-friendly house rentals available, providing a welcoming environment for travellers with pets. Many of these properties come equipped with amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas, ensuring a home-like experience during your stay.The neighbourhoods around Lake Ontario are particularly appealing, offering easy access to scenic waterfront parks where you can enjoy walks with your pets. Additionally, many of these rentals are close to local parks, which often feature trails and open spaces superb for outdoor activities with your furry companions.
Are there any remote work holiday rentals in Oswego?
In Oswego, New York, there are numerous holiday rentals suitable for remote work, with about 176 options available. Many properties in the area are equipped with essential amenities for productivity, including free Wi-Fi, desk and chair setups, and spaces conducive to focused work. This makes it an ideal location for those looking to combine work and leisure.Oswego itself is a charming city located on the shores of Lake Ontario, offering a mix of natural beauty and cultural attractions. Visitors can enjoy local points of interest such as the historic Oswego Lighthouse and the vibrant waterfront, which provides opportunities for outdoor activities like walking and cycling.Additionally, the area features various dining establishments and shops, ensuring that all necessary conveniences are within reach. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Oswego?
In Oswego, popular holiday rental amenities include well-equipped kitchens, making it easy for guests to prepare their own meals. Many properties also offer onsite parking for convenience, allowing travellers to explore the area without worrying about finding a space. Coffee and tea makers are commonly available, providing a delightful way to start the day. Additionally, some rentals permit pets, making it a great choice for those wishing to bring their furry friends along. Guests can also expect basic essentials like paper towels for added convenience during their stay.
When is the best time to visit Oswego for a holiday rental?
The best time to visit Oswego for a holiday rental is during the peak season from July to September. This vibrant period attracts many travellers looking to enjoy the area's beautiful lakeside attractions, festivals, and outdoor activities. With warm temperatures averaging between 20 to 30 degrees Celsius, it's ideal for those wishing to engage in water sports, such as boating and swimming, or simply relaxing on the picturesque shores of Lake Ontario.July is particularly popular, as the city comes alive with events and activities, making it a great choice for families and groups seeking a lively option. You can explore the local parks, take part in summer festivals, or stroll along the waterfront to soak in the stunning views.If you're looking for a more budget-friendly option, consider visiting in December. Although this month is considered low season, it offers a unique charm with the festive holiday spirit and opportunities for winter activities. The peaceful, quieter environment allows for intimate explorations of the city's historic downtown and nearby attractions.Ultimately, the best time to book a holiday rental in Oswego depends on whether you prefer the vibrant summer buzz or the serene beauty of the winter season.
What are the top attractions in Oswego?
In Oswego, visitors can enjoy a variety of attractions that highlight the area's rich history and natural beauty. The historic Fort Ontario, located on a scenic bluff overlooking Lake Ontario, offers insights into the region's military past and provides beautiful views of the waterfront. Nearby, the Oswego River offers opportunities for fishing and boating, making it a popular spot for outdoor enthusiasts.The H. Lee White Maritime Museum, situated along the river, showcases the maritime heritage of Oswego and features exhibits on shipbuilding and local maritime history. For those interested in local culture, the Oswego Arts Association frequently hosts events and exhibitions that celebrate regional artists and craftspeople.Additionally, the city's waterfront parks, such as Breitbeck Park, offer picturesque picnic spots, walking trails, and access to the lake, making them ideal for leisurely strolls and family outings.
Are all fees included in the Oswego holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Oswego holiday homes with parking?
Stayz offers a wide selection of holiday homes in Oswego with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Oswego holiday homes?
You can find great discounts on holiday homes in Oswego on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Oswego holiday home booking on Stayz?
To find Oswego holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Oswego?
A long-stay holiday home in Oswego is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Oswego holiday home?
Book your Oswego holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Oswego?
Prices for holiday homes in Oswego vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Oswego to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

More holiday ideas